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Cheap flights from Des Moines to Chicago from $64

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Des Moines to Chicago departing on 1/10. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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Find the cheapest flights from Des Moines to Chicago

Cheap round-trip flights

These are some of the best round-trip flight deals from Des Moines to Chicago that have been recently found on momondo from popular airlines, departing in the coming months.

Cheap one-way flights

Flying one-way? These are some of the best deals recently discovered on momondo for flights from Des Moines to Chicago.

Cheap last minute flights

Planning a quick getaway from Des Moines to Chicago? These are the last-minute flight deals available now.

Cheap direct flights

If you prefer a non-stop journey, check out our latest direct flight deals to Chicago, so you can enjoy a seamless trip without layovers.

Cheap bus & train deals from Des Moines to Chicago

Find recent round-trip train or bus tickets from Des Moines to Chicago.

All round-trip flight deals to Chicago

The cheapest plane tickets to Chicago found on KAYAK recently.
6:00 pm - 7:35 pmDSM-ORD
1h 35mnonstop
3:10 pm - 4:34 pmORD-DSM
1h 24mnonstop
$189American Airlines
Find Deal
Sun, Jan 26 - Wed, Feb 5
6:00 pm - 7:35 pmDSM-ORD
1h 35mnonstop
10:11 am - 11:30 amORD-DSM
1h 19mnonstop
$190American Airlines
Find Deal
Sat, Feb 8 - Sat, Feb 15
12:25 pm - 4:12 pmDSM-MDW
3h 47m1 stop
10:19 am - 4:30 pmMDW-DSM
6h 11m1 stop
$208Delta
Find Deal
Sat, Feb 1 - Mon, Feb 3
6:30 am - 12:55 pmDSM-ORD
6h 25m1 stop
4:58 pm - 8:57 pmORD-DSM
3h 59m1 stop
$208Delta
Find Deal
Fri, Feb 21 - Sun, Feb 23
9:00 am - 3:20 pmDSM-ORD
6h 20m2 stops
12:15 pm - 7:00 pmORD-DSM
6h 45m1 stop
$213Southwest
Find Deal
Sat, Feb 1 - Mon, Feb 3
5:30 am - 12:25 pmDSM-MDW
6h 55m1 stop
5:25 am - 10:45 amMDW-DSM
5h 20m1 stop
$228Southwest
Find Deal
Fri, Feb 21 - Sun, Feb 23
8:00 am - 9:28 amDSM-ORD
1h 28mnonstop
7:50 pm - 9:23 pmORD-DSM
1h 33mnonstop
$249United Airlines
Find Deal
Fri, Feb 21 - Sun, Feb 23
8:00 am - 9:35 amDSM-ORD
1h 35mnonstop
8:20 pm - 9:52 pmORD-DSM
1h 32mnonstop
$250United Airlines
Find Deal
Thu, Jan 23 - Sun, Jan 26
2:41 pm - 5:31 amDSM-ORD
14h 50m1 stop
5:06 pm - 6:22 pmORD-DSM
25h 16m3 stops
Fri, Jan 10 - Sun, Jan 12
2:41 pm - 2:23 pmDSM-ORD
23h 42m2 stops
5:06 pm - 6:22 pmORD-DSM
25h 16m3 stops
Fri, Jan 10 - Sun, Jan 12
11:11 am - 8:56 pmDSM-ORD
9h 45m1 stop
$64Frontier
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Fri, Jan 10
11:11 am - 10:21 amDSM-MDW
23h 10m1 stop
$73Frontier
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Sun, Jan 12
6:30 am - 1:08 pmDSM-MDW
6h 38m1 stop
$104Delta
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Tue, Jan 14
6:30 am - 12:55 pmDSM-ORD
6h 25m1 stop
$104Delta
Find Deal
Tue, Jan 28
7:30 am - 2:25 pmDSM-ORD
6h 55m1 stop
$109Southwest
Find Deal
Sun, Jan 26
9:00 am - 3:20 pmDSM-ORD
6h 20m2 stops
$114Southwest
Find Deal
Sat, Jan 25
5:30 am - 7:02 amDSM-ORD
1h 32mnonstop
$214American Airlines
Find Deal
Sat, Jan 25
11:29 am - 1:01 pmDSM-ORD
1h 32mnonstop
$244United Airlines
Find Deal
Sun, Feb 23
11:29 am - 1:06 pmDSM-ORD
1h 37mnonstop
$279United Airlines
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Tue, Dec 31
5:30 am - 7:02 amDSM-ORD
1h 32mnonstop
$284American Airlines
Find Deal
Fri, Jan 10
5:45 am - 7:26 amDSM-ORD
1h 41mnonstop
8:25 pm - 10:11 pmORD-DSM
1h 46mnonstop
$294American Airlines
Find Deal
Sat, Dec 28 - Sat, Jan 4
5:15 pm - 9:17 pmDSM-ORD
4h 02m1 stop
3:18 pm - 9:16 pmORD-DSM
5h 58m1 stop
$313Delta
Find Deal
Sat, Dec 28 - Sat, Jan 4
5:45 am - 7:26 amDSM-ORD
1h 41mnonstop
1:45 pm - 3:14 pmORD-DSM
1h 29mnonstop
$349American Airlines
Find Deal
Sat, Dec 28 - Mon, Dec 30
6:55 am - 11:08 amDSM-MDW
4h 13m1 stop
5:04 pm - 9:16 pmMDW-DSM
4h 12m1 stop
$368Delta
Find Deal
Fri, Dec 27 - Sun, Dec 29
5:35 pm - 10:52 pmDSM-ORD
5h 17m1 stop
6:20 am - 11:35 amORD-DSM
5h 15m1 stop
$368Delta
Find Deal
Fri, Dec 27 - Sat, Dec 28
6:45 pm - 11:05 pmDSM-MDW
4h 20m1 stop
5:15 am - 11:05 amMDW-DSM
5h 50m2 stops
$373Southwest
Find Deal
Mon, Dec 30 - Sat, Jan 4
6:45 pm - 11:05 pmDSM-MDW
4h 20m1 stop
6:55 am - 10:55 amMDW-DSM
4h 00m1 stop
$398Southwest
Find Deal
Fri, Dec 27 - Mon, Dec 30
6:45 pm - 11:05 pmDSM-MDW
4h 20m1 stop
5:30 am - 10:55 amMDW-DSM
5h 25m2 stops
$403Southwest
Find Deal
Fri, Dec 27 - Sun, Dec 29
8:00 am - 9:35 amDSM-ORD
1h 35mnonstop
4:20 pm - 5:54 pmORD-DSM
1h 34mnonstop
$409United Airlines
Find Deal
Fri, Dec 27 - Sat, Dec 28
6:40 pm - 8:19 pmDSM-ORD
1h 39mnonstop
4:20 pm - 5:54 pmORD-DSM
1h 34mnonstop
$531United Airlines
Find Deal
Fri, Dec 27 - Mon, Dec 30
6:00 pm - 7:35 pmDSM-ORD
1h 35mnonstop
3:10 pm - 4:34 pmORD-DSM
1h 24mnonstop
$189American Airlines
Find Deal
Sun, Jan 26 - Wed, Feb 5
6:00 pm - 7:35 pmDSM-ORD
1h 35mnonstop
10:11 am - 11:30 amORD-DSM
1h 19mnonstop
$190American Airlines
Find Deal
Sat, Feb 8 - Sat, Feb 15
12:15 pm - 1:43 pmDSM-ORD
1h 28mnonstop
8:35 pm - 10:08 pmORD-DSM
1h 33mnonstop
$194American Airlines
Find Deal
Tue, Jan 14 - Tue, Jan 21
11:56 am - 1:23 pmDSM-ORD
1h 27mnonstop
1:05 pm - 2:33 pmORD-DSM
1h 28mnonstop
$229American Airlines
Find Deal
Sat, Mar 29 - Tue, Apr 8
8:00 am - 9:28 amDSM-ORD
1h 28mnonstop
7:50 pm - 9:23 pmORD-DSM
1h 33mnonstop
$249United Airlines
Find Deal
Fri, Feb 21 - Sun, Feb 23
8:00 am - 9:35 amDSM-ORD
1h 35mnonstop
8:20 pm - 9:52 pmORD-DSM
1h 32mnonstop
$250United Airlines
Find Deal
Thu, Jan 23 - Sun, Jan 26
3:28 pm - 5:06 pmDSM-ORD
1h 38mnonstop
8:20 pm - 9:52 pmORD-DSM
1h 32mnonstop
$254United Airlines
Find Deal
Sat, Jan 18 - Mon, Jan 20
11:51 am - 1:16 pmDSM-ORD
1h 25mnonstop
8:00 am - 9:29 amORD-DSM
1h 29mnonstop
$269American Airlines
Find Deal
Tue, Jun 3 - Sun, Jun 22
6:00 pm - 7:35 pmDSM-ORD
1h 35mnonstop
10:03 am - 11:35 amORD-DSM
1h 32mnonstop
$314American Airlines
Find Deal
Fri, Jan 10 - Sun, Jan 12
2:52 pm - 4:14 pmDSM-ORD
1h 22mnonstop
4:27 pm - 5:49 pmORD-DSM
1h 22mnonstop
$408American Airlines
Find Deal
Thu, Mar 13 - Wed, Mar 19

United Airlines flights from Des Moines to Chicago

Our best United Airlines deals on Des Moines to Chicago flight tickets
United Airlines
Jan 1
DSM8:00 amDes Moines
1h 35m
ORD9:35 amChicago O'Hare Intl
Jan 8
ORD8:20 pmChicago O'Hare Intl
1h 32m
DSM9:52 pmDes Moines
United Airlines
Feb 21
DSM8:00 amDes Moines
1h 28m
ORD9:28 amChicago O'Hare Intl
Feb 23
ORD7:50 pmChicago O'Hare Intl
1h 33m
DSM9:23 pmDes Moines
United Airlines
Jan 23
DSM8:00 amDes Moines
1h 35m
ORD9:35 amChicago O'Hare Intl
Jan 26
ORD8:20 pmChicago O'Hare Intl
1h 32m
DSM9:52 pmDes Moines

American Airlines flights from Des Moines to Chicago

Our best American Airlines deals on Des Moines to Chicago flight tickets
American Airlines
Jan 26
DSM6:00 pmDes Moines
1h 35m
ORD7:35 pmChicago O'Hare Intl
Feb 5
ORD3:10 pmChicago O'Hare Intl
1h 24m
DSM4:34 pmDes Moines
American Airlines
Feb 8
DSM6:00 pmDes Moines
1h 35m
ORD7:35 pmChicago O'Hare Intl
Feb 15
ORD10:11 amChicago O'Hare Intl
1h 19m
DSM11:30 amDes Moines
American Airlines
Jan 14
DSM12:15 pmDes Moines
1h 28m
ORD1:43 pmChicago O'Hare Intl
Jan 21
ORD8:35 pmChicago O'Hare Intl
1h 33m
DSM10:08 pmDes Moines

See travel insights to Chicago from

How to get the cheapest flight ticket from Des Moines to Chicago

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest month to fly to Chicago?

The month of January is, on average, the cheapest month to fly to Chicago from Des Moines, with most prices found around $249. If you’re not able to fly to Chicago in January, then November is your next best option. Flight prices from Des Moines to Chicago during November average around $249.

What is the cheapest day to depart on your flight to Chicago?

The cheapest day to depart on your flight to Chicago is on a Thursday when prices can be found for as low as $254. This is often the case because there is less demand to fly during this day of the week. When flying out on a Tuesday, the most expensive travel day of the week, you can expect to see flight prices from Des Moines to Chicago for around $309.

What is the cheapest time of day to depart on your flight to Chicago?

Our most recent data shows that the best time of day to fly to Chicago is at noon. Flights from Des Moines to Chicago during this time can be as low as $246. In contrast, the most expensive time of day to depart to Chicago is in the afternoon when prices are around $289.

What is the cheapest Des Moines to Chicago flight route?

Fly from Des Moines to Chicago O'Hare Intl for the best Des Moines - Chicago flight prices

How far in advance should I book a flight to Chicago?

The best time to book a flight to Chicago from Des Moines is 52 days out, which is when prices tend to be around $294. Don’t hesitate to check prices now though because momondo users recently found tickets for as low as $188.

What cabin class options are available on Des Moines to Chicago flights?

There are 4 cabin classes available to choose from on Des Moines to Chicago flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on Des Moines to Chicago flights?

You could potentially save up to 70% on your flight if you consider stops on a Des Moines to Chicago flight.

How have Des Moines to Chicago flight prices changed over time?

As of December 2024, prices for Des Moines to Chicago flights are approximately 61% more expensive when compared to flights at the same time last year.

When to book flights from Des Moines to Chicago

Are you open to changing your travel dates? Check out the ideal times to fly from Des Moines to Chicago according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Des Moines to Chicago (DSM to CHI) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Des Moines to Chicago

Best Price Found

$64

Fastest flight time

1h 25m

Direct flights

Mon, Tue, Wed, Fri, Sat and Sun

Airports in Chicago

2 airports
The best one-way flight to Chicago from Des Moines in the past 72 hours is $64. The best round-trip flight deal from Des Moines to Chicago found on momondo in the last 72 hours is $189.
The fastest flight from Des Moines to Chicago takes 1h 25m
Direct flights go from Des Moines to Chicago on Monday, Tuesday, Wednesday, Friday, Saturday and Sunday. Airlines offering direct flights are: United Airlines and American Airlines.
There are 2 airports near Chicago: Chicago O'Hare Intl (ORD), Chicago Midway (MDW)

  • How far is Des Moines to Chicago by plane?

    Chicago is 309.8 mi away from Des Moines. By plane, this route typically takes 1h 25m.

  • When did momondo last update prices for flights from Des Moines Airport to Chicago?

    Prices for flights from Des Moines Airport to Chicago were last updated today.

  • How many operators does momondo search for flights from Des Moines Airport to Chicago?

  • How old do you have to be to fly from Des Moines Airport to Chicago?

    The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Des Moines Airport to Chicago.

  • What documentation or ID do you need to fly to Chicago?

    The travel and health documents required for your trip to Chicago can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Chicago. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

  • What is the most popular plane model from Des Moines to Chicago?

  • What is the most popular airline from Des Moines to Chicago?


Best airlines flying from Des Moines to Chicago

Compare and see reviews for airlines that fly from Des Moines to Chicago with momondo
Airline
Rating
Free Cancellation
Price
American AirlinesPriceFrom $181Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
United AirlinesPriceFrom $189Free CancellationRating
7.4
9,003 reviews
Search United Airlines flights
  • United Airlines Flights From Des Moines to Chicago

    United Airlines operates around 19 flights from Des Moines to Chicago every week. The average price of these flights found in the last 72 hours has been $295, but momondo users have found United Airlines deals from Des Moines to Chicago from as low as $189 round-trip. United Airlines has been scored 7.4/10 in 9,002 reviews.

  • American Airlines Flights From Des Moines to Chicago

    The best American Airlines deal for Des Moines to Chicago flight tickets found on momondo in the last 72 hours was $181, round-trip. It should be noted that an average American Airlines flight deal for this route in this time was higher, at $289 round-trip. American Airlines operates 10 flights out of Des Moines into Chicago in an average week, so prices vary by time and availability. 10,000 American Airlines reviews by users on momondo have scored the airline at 7.2/10.


Why use momondo?

Why should I use momondo to find a flight deal from Des Moines to Chicago?

To find the flight that best suits your needs, momondo gathers a range of flights from a large pool of different airlines and agents; you can then use our insights and filters to find and book the right flight to Chicago from Des Moines.

Can I find flights from Des Moines to Chicago with flexible booking policies on momondo?

All flight searches from Des Moines to Chicago on momondo can be filtered to show those which offer flexible booking policies.

How can momondo help me find flights from Des Moines to Chicago?

Once all potential Des Moines to Chicago flight options are in front of you, momondo lets you sort and filter flights based on preferences such as airline, price and flight times amongst many other options.

I’m not ready to book a flight from Des Moines to Chicago right now. Can momondo alert me if prices change?

Price alerts on flights to Chicago from Des Moines are quick and easy to set up on momondo. Simply perform a search and select the price alert feature. It is as simple as that.


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Fly into one of these airports located in Chicago

Airports listed have a maximum distance of 78.5 mi from Chicago